Connection · one ticket · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026
Chicago → Oakland via San Diego: arrives on time 83%
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05:52 MDW → 08:00 SANWN 3103 · Southwest · 4h 08m · 94% on time, 0.0% cancelled
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3h 45m layover in San Diego (SAN) · 45 min minimum on one ticket
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11:45 SAN → 13:25 OAKWN 3517 · Southwest · 1h 40m · 83% on time, 0.0% cancelled
Total trip 9h 33m, scheduled departure to arrival (Oakland is 2 h behind Chicago). Times are local. Both flew on 32 of the last 56 days.
Makes the connection100%The first flight arrived more than 180 minutes late on 0% of the days it flew: too late for the 45-minute minimum connection on a 3h 45m layover.
Arrives on time83%First flight not cancelled (0.0% are) × connection made (100%) × second flight not cancelled (0.0% are) and within 15 minutes (83%).
Total trip9h 33mMDW 05:52 to OAK 13:25, layover included
Not yet counted: the second flight also leaving late (which helps), gate-to-gate distance at the hub, and rebooking after a missed connection.